three component reaction
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2022 ◽  
Vol 34 (2) ◽  
pp. 432-436
Author(s):  
Nagamani Rayala ◽  
Sumathi Vodnala ◽  
Supriya Kamsani ◽  
A.K.D. Bhavani ◽  
Nagaraju Myakala ◽  
...  

A novel series of unsymmetrical C-N linked bis heterocycles bearing quinazolinone and acridinedione skeletons have been synthesized in an acid promoted one pot multicomponent reaction. A blend of 6-aminoquinazolin-4-(3H)-one, aromatic aldehydes and cyclohexane-1,3-dione in a simple and efficient condensation-cyclization reaction using hydrochloric acid in catalytic amount as catalyst afforded unsymmetrical bis hybrids in good to excellent yields. Multiheterocyclic hybrid compounds were also synthesized using heterocyclic ring containing aldehyde in three component reaction. The synthesized quinazolinone-acridindione hybrids were characterized using spectroscopic techniques such as a IR, 1H NMR, 13C NMR, ESI-mass and HRMS.


2022 ◽  
Author(s):  
Xuehao Li ◽  
Wenwen Cui ◽  
Qirong Deng ◽  
Xiuyan Song ◽  
Jian Lv ◽  
...  

An efficient and environmentally friendly visible-light promoted method for the synthesis of S-alkyl dithiocarbamates with broad substrate scope and good functional group tolerance in water has been developed. Most appealingly,...


2022 ◽  
pp. 109948
Author(s):  
Zhanhu Ma ◽  
Lingling Shan ◽  
Xiaoyu Ma ◽  
Xiaojun Hu ◽  
Yong Guo ◽  
...  

2021 ◽  
Vol 12 (4) ◽  
pp. 382-388
Author(s):  
Varun Sharma ◽  
Bubun Banerjee ◽  
Aditi Sharma ◽  
Vivek Kumar Gupta

The title compound, 5-chlorospiro[indoline-3,7'-pyrano[3,2-c:5,6-c']dichromene]-2,6',8'-trione was synthesized via one-pot pseudo three-component reaction between one equivalent of 5-chloroisatin and two equivalents of 4-hydroxycoumarin using mandelic acid as catalyst in aqueous ethanol at 110 °C. The synthesized compound was characterized by FT-IR, 1H NMR, and HRMS techniques. Single crystals were grown for crystal structure determination by using single X-ray crystallography technique. It was found that the crystals are triclinic with space group P-1 and Z = 1. The crystal structure was solved by direct method and refined by full-matrix least-squares procedures to a final R-value of 0.0688 for 6738 observed reflections. The crystal structure was stabilized by elaborate system of O-H···O, N-H···O, and C-H···O interactions with the formation of supramolecular structures. 3D Hirshfeld surfaces and allied 2D fingerprint plots were analyzed for molecular interactions. Molecular docking studies have been performed to get insights into the inhibition property of this molecule for Human topoisomerase IIα.


Antioxidants ◽  
2021 ◽  
Vol 11 (1) ◽  
pp. 28
Author(s):  
Ángel Cores ◽  
Noelia Carmona-Zafra ◽  
Olmo Martín-Cámara ◽  
Juan Domingo Sánchez ◽  
Pablo Duarte ◽  
...  

Curcumin shows a broad spectrum of activities of relevance in the treatment of Alzheimer’s disease (AD); however, it is poorly absorbed and is also chemically and metabolically unstable, leading to a very low oral bioavailability. A small library of hybrid compounds designed as curcumin analogues and incorporating the key structural fragment of piperlongumine, a natural neuroinflammation inhibitor, were synthesized by a two-step route that combines a three-component reaction between primary amines, β-ketoesters and α-haloesters and a base-promoted acylation with cinnamoyl chlorides. These compounds were predicted to have good oral absorption and CNS permeation, had good scavenging properties in the in vitro DPPH experiment and in a cellular assay based on the oxidation of dichlorofluorescin to a fluorescent species. The compounds showed low toxicity in two cellular models, were potent inductors of the Nrf2-ARE phase II antioxidant response, inhibited PHF6 peptide aggregation, closely related to Tau protein aggregation and were active against the LPS-induced inflammatory response. They also afforded neuroprotection against an oxidative insult induced by inhibition of the mitochondrial respiratory chain with the rotenone-oligomycin A combination and against Tau hyperphosphorylation induced by the phosphatase inhibitor okadaic acid. This multitarget pharmacological profile is highly promising in the development of treatments for AD and provides a good hit structure for future optimization efforts.


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